Thermo Scientific Chemicals

4-Nitrocinnamaldehyde, predominantly trans, 98%, Thermo Scientific Chemicals

Catalog number: A11467.14
25 g, Each
Thermo Scientific Chemicals

4-Nitrocinnamaldehyde, predominantly trans, 98%, Thermo Scientific Chemicals

Catalog number: A11467.14
25 g, Each
Quantity
Catalog number: A11467.14
also known as A11467-14
Price (USD)
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Chemical Identifiers

CAS
1734-79-8
IUPAC Name
(2E)-3-(4-nitrophenyl)prop-2-enal
Molecular Formula
C9H7NO3
InChI Key
ALGQVMMYDWQDEC-OWOJBTEDSA-N
SMILES
[O-][N+](=O)C1=CC=C(C=CC=O)C=C1
Assay (GC)
≥97.5%
Appearance (Color)
White to yellow to orange
Form
Powder
Free acid (titration)
≤1.5%

Description

Doebner-Miller reaction the 4- nitrocinnamaldehyde and 2-methylaniline in concentrated HC1 give the corresponding 8-methyl-2-phenylquinoline (3: R = 4'-N02) directly. The asymmetric Friedel-Crafts-type alkylation in aqueous media reaction of 4-Nitrocinnamaldehydr with N-methyl indole using trifluoroacetic acid (TFA) salt of the PEG-PS-supported prolyl peptide having the polyleucine tether as a catalyst. 4-Nitrocinnamaldehyde has been used in the preparation of 2, 2?-[(E)-3-(4-nitrophenyl) prop-2-ene-1,1-diyl] bis(3-hydroxy-5, 5-dimethylcyclohex-2-en-1-one).

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
Doebner-Miller reaction the 4- nitrocinnamaldehyde and 2-methylaniline in concentrated HC1 give the corresponding 8-methyl-2-phenylquinoline (3: R = 4′-N02) directly. The asymmetric Friedel-Crafts-type alkylation in aqueous media reaction of 4-Nitrocinnamaldehydr with N-methyl indole using trifluoroacetic acid (TFA) salt of the PEG-PS-supported prolyl peptide having the polyleucine tether as a catalyst. 4-Nitrocinnamaldehyde has been used in the preparation of 2, 2′-[(E)-3-(4-nitrophenyl) prop-2-ene-1,1-diyl] bis(3-hydroxy-5, 5-dimethylcyclohex-2-en-1-one).

Solubility
Insoluble in water.

Notes
Air Sensitive. Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Store away from strong oxidizing agents, air.
RUO – Research Use Only

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